(a) Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled. Concept introduction: A chemical reaction that involves [ 4 + 2 ] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to the product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

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Answer 1

Question

Chapter 25.1, Problem 1P

Interpretation Introduction

(a)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to the product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

Interpretation Introduction

(b)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to the product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

Interpretation Introduction

(c)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

Interpretation Introduction

(d)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

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A J то گای ه +0 Also calculate the amount of starting materials chlorobenzaldehyde and p-chloroacetophenone required to prepare 400 mg of the given chalcone product 1, 3-bis(4-chlorophenyl)prop-2-en-1-one molar mass ok 1,3-bis(4-Chlorophenyl) prop-2-en-1-one = 277.1591m01 number of moles= 0.400/277.15 = 0.00144 moles 2 x 0.00 144=0.00288 moves arams of acetophenone = 0.00144 X 120.16 = 0.1739 0.1739x2=0.3469 grams of benzaldehyde = 0.00144X106.12=0.1539 0.1539x2 = 0.3069 Starting materials: 0.3469 Ox acetophenone, 0.3069 of benzaldehyde 3

1. Answer the questions about the following reaction: (a) Draw in the arrows that can be used make this reaction occur and draw in the product of substitution in this reaction. Be sure to include any relevant stereochemistry in the product structure. + SK F Br + (b) In which solvent would this reaction proceed the fastest (Circle one) Methanol Acetone (c) Imagine that you are working for a chemical company and it was your job to perform a similar reaction to the one above, with the exception of the S atom in this reaction being replaced by an O atom. During the reaction, you observe the formation of three separate molecules instead of the single molecule obtained above. What is the likeliest other products that are formed? Draw them in the box provided.

3. For the reactions below, draw the arrows corresponding to the transformations and draw in the boxes the reactants or products as indicated. Note: Part A should have arrows drawn going from the reactants to the middle structure and the arrows on the middle structure that would yield the final structure. For part B, you will need to draw in the reactant before being able to draw the arrows corresponding to product formation. A. B. Rearrangement ΘΗ

Answer 2

Question

Chapter 25.1, Problem 1P

Interpretation Introduction

(a)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to the product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

Interpretation Introduction

(b)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to the product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

Interpretation Introduction

(c)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

Interpretation Introduction

(d)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

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Answer 3

Question

Chapter 25.1, Problem 1P

Interpretation Introduction

(a)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to the product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

Interpretation Introduction

(b)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to the product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

Interpretation Introduction

(c)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

Interpretation Introduction

(d)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

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Answer 4

Question

Chapter 25.1, Problem 1P

Interpretation Introduction

(a)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to the product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

Interpretation Introduction

(b)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to the product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

Interpretation Introduction

(c)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

Interpretation Introduction

(d)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

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Answer 5

Chapter 25.1, Problem 1P

Interpretation Introduction

(a)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to the product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

Interpretation Introduction

(b)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to the product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

Interpretation Introduction

(c)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

Interpretation Introduction

(d)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

Answer 6

Chapter 25.1, Problem 1P

Interpretation Introduction

(a)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to the product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

Answer 7

Chapter 25.1, Problem 1P

Interpretation Introduction

(a)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to the product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

Answer 8

Interpretation Introduction

(b)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to the product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

Answer 9

Interpretation Introduction

(b)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to the product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

Answer 10

Interpretation Introduction

(c)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

Answer 11

Interpretation Introduction

(c)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

Answer 12

Interpretation Introduction

(d)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

Answer 13

Interpretation Introduction

(d)

Interpretation: The given reaction is to be classified as an electrocyclic reaction, cycloaddition, or a sigmatropic rearrangement. The sigma bonds that are broken or formed in the given reaction are to be labeled.

Concept introduction: A chemical reaction that involves [4+2] cycloaddition is called Diels-Alder reaction. The reactant molecules that give rise to product are diene and dienophile. The rate of reaction is fast when the electronegative group is attached to dienophile. In the sigmatropic rearrangement, the migration of the sigma bond takes place. Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

Answer 14

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Answer 15

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Answer 17

Ch. 25.1 - Prob. 1P Ch. 25.2 - Problem 27.2 For each molecular orbital in Figure...Ch. 25.2 - Problem 27.3 (a) Using Figure 27.2 as a guide,...Ch. 25.3 - Prob. 4P Ch. 25.3 - Prob. 5P Ch. 25.3 - Prob. 6P Ch. 25.3 - Prob. 7P Ch. 25.3 - Prob. 8P Ch. 25.3 - Prob. 9P Ch. 25.3 - Problem 27.11 What product would be formed by the...

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